"Hip to Be Square" is a song by Huey Lewis & The News from their 1986 album, Fore!

Bert performed the song in the Sesame Place stage show, Elmo Rocks!, while trying to explain how he doesn't fit in a rock group. The song was parodied on Sesame Street with an animated song, "It's Hip to Be a Square."

In a Baby Talk sketch, when Baby Natasha's guest, a square, comes onstage, her house band plays a short riff based on "Hip to Be Square."